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Deschutes County Holiday Rentals

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Top Cities in Deschutes County

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Holiday RentalsHoliday Rentals

Sisters

Sisters

Our top choices for Deschutes County holiday rentals

A fire pit with chairs around it, a red umbrella, and wooden buildings in the background.

1. Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (305 reviews)
"We liked the cleanliness, staff and location."
United States
Mustafa
The price is AU$255
includes taxes & fees
15 Oct - 16 Oct
Wall Street Suites
A modern living room with a fireplace, a dining table set for four, and a cozy seating area with a sofa and armchairs.

2. The Pines at Sunriver

The Pines at Sunriver
3.0 star property
Sunriver
9.4 out of 10, Exceptional, (457 reviews)
"We have stayed at The Pines several times and have never been disappointed in the convenience of its location at Sunriver, the cleanliness of the rooms, and the friendliness of its staff."
United States
Kenneth
The price is AU$229
includes taxes & fees
18 Oct - 19 Oct
The Pines at Sunriver
An indoor swimming pool with a waterfall feature, wooden beams, and a bar area.

3. Sunriver Resort

Sunriver Resort
4.0 star property
Sunriver
9.0 out of 10, Wonderful, (1,196 reviews)
"Easy check-in, friendly staff, beautiful grounds, clean room and bathroom, comfortable bed. Great place for couples and families."
United States
Patricia
The price is AU$348
includes taxes & fees
4 Oct - 5 Oct
Sunriver Resort
A covered porch with wooden beams, a window, and two wicker chairs.

4. All-season Adventure in La Pine! Cozy Home w/ Yard

All-season Adventure in La Pine! Cozy Home w/ Yard
3.0 star property
La Pine
The price is AU$426
includes taxes & fees
24 Sept - 25 Sept
All-season Adventure in La Pine! Cozy Home w/ Yard
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

5. Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (156 reviews)
"Great location!"
United States
Marc H.
The price is AU$308
includes taxes & fees
18 Oct - 19 Oct
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A two-story house with green doors and a covered patio area.

6. Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Old Bend
9.8 out of 10, Exceptional, (115 reviews)
"Excellent stay in every way."
United States
Michael M.
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
A two-story log cabin with a balcony, surrounded by tall trees.

7. Pine Grove Cabin, Sisters Oregon

Pine Grove Cabin, Sisters Oregon
Sisters
10.0 out of 10, Exceptional, (23 reviews)
"Great place to stay! Clean and walking distance to everything. Enjoyed the stay!"
United States
Jason
Pine Grove Cabin, Sisters Oregon
A two-story house with green doors and a covered patio area.

8. Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
Old Bend
9.4 out of 10, Exceptional, (100 reviews)
"We loved our stay here! The place was very clean and very comfortable and the location was incredible! We were right along the Deschutes River and could easily walk to downtown and a variety of restaurants and shops. The communication as well with the hosts was top-notch! We definitely will be returning!"
United States
Lauren C.
The price is AU$431
includes taxes & fees
24 Sept - 25 Sept
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
A modern interior with a wooden dining table, a red chair, a bed with a white bedspread, and a ceiling fan.

9. Blue Spruce Guesthouse - Walkable to river trail and downtown Bend

Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
River West
10.0 out of 10, Exceptional, (40 reviews)
"Well stocked and very comfortable."
United States
Arden K.
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
A riverside hotel with a stone facade, a bridge, and a view of the river.

10. Downtown Riverfront! Condo Best location in Bend!

Downtown Riverfront! Condo Best location in Bend!
River West
9.2 out of 10, Wonderful, (86 reviews)
"The beds were comfortable, the condo was clean, the sounds of the river were soothing, and the views from the balcony were amazing! I would recommend this place for a sweet little getaway!"
United States
Jessika
The price is AU$299
includes taxes & fees
24 Sept - 25 Sept
Downtown Riverfront! Condo Best location in Bend!
A modern living room with a fireplace, a balcony with curtains, and a dining area with a table and chairs.

11. Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend

Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
River West
9.6 out of 10, Exceptional, (49 reviews)
"Rental was clean and affordable on a nice location.Nothing particularly fancy, but worth the price."
United States
Joel H.
The price is AU$319
includes taxes & fees
28 Sept - 29 Sept
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
A brick building with multiple windows and a staircase leading to the entrance.

12. Brick Brownstone Living in the most desired neighborhood in Bend.

Brick Brownstone Living in the most desired neighborhood in Bend.
Southern Crossing
10.0 out of 10, Exceptional, (50 reviews)
"Aaron was a great host! Place was even better than pictured. Great location and easy parking!"
United States
Alyssa M.
The price is AU$479
includes taxes & fees
28 Sept - 29 Sept
Brick Brownstone Living in the most desired neighborhood in Bend.
A riverside hotel with a stone facade, a bridge, and a view of the river.

13. Newly Remodeled Top-floor Condo near Downtown Bend

Newly Remodeled Top-floor Condo near Downtown Bend
River West
9.4 out of 10, Exceptional, (36 reviews)
"Nice little place. Good location easy to get down town."
United States
Elliott N.
The price is AU$304
includes taxes & fees
12 Oct - 13 Oct
Newly Remodeled Top-floor Condo near Downtown Bend
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a microwave, and a stove.

14. Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.

Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
Old Bend
10.0 out of 10, Exceptional, (12 reviews)
"Responsive host and great location"
United States
Maureen K.
The price is AU$421
includes taxes & fees
6 Oct - 7 Oct
Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.
A room with a large window, a chair, a small table, and a lamp.

15. Pet Friendly Riverside Studio in Downtown Bend

Pet Friendly Riverside Studio in Downtown Bend
River West
9.6 out of 10, Exceptional, (17 reviews)
"Great experience cute studio rental and walkable to downtown Bend"
United States
Marc
Pet Friendly Riverside Studio in Downtown Bend
An outdoor patio with a table and chairs, an umbrella, and a gravel area with trees in the background.

16. Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
La Pine
10.0 out of 10, Exceptional, (20 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is AU$331
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
A wooden interior with a high ceiling and a view of a green landscape through large windows.

17. Remodeled cozy cabin on golf course with hot tub!

Remodeled cozy cabin on golf course with hot tub!
Redmond
9.2 out of 10, Wonderful, (143 reviews)
"We had a nice stay but I wouldn’t call it remodeled. All the appliances in the kitchen was super old and the fridge was falling apart and having a hard time keeping cool. Only 4 toilet rolls for the whole stay. But it was comfortable for the time we were there."
United States
Kerstin
The price is AU$560
includes taxes & fees
5 Oct - 6 Oct
Remodeled cozy cabin on golf course with hot tub!
A building with a green door and a wooden exterior.

18. Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!

Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
Old Bend
9.6 out of 10, Exceptional, (99 reviews)
"We loved staying here! Location was great and we were able to enjoy the walking paths and local shops!"
United States
Abbie L.
The price is AU$404
includes taxes & fees
6 Oct - 7 Oct
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A kitchen with a white marble countertop, potted plants, and a window with a view of greenery.

19. Fantastic Location! Directly above river w/a 5 minute walk to downtown.

Fantastic Location! Directly above river w/a 5 minute walk to downtown.
River West
10.0 out of 10, Exceptional, (85 reviews)
"Great property. Exactly what we were looking for. "
United States
Kelly
The price is AU$490
includes taxes & fees
14 Oct - 15 Oct
Fantastic Location! Directly above river w/a 5 minute walk to downtown.
An outdoor dining area with tables and chairs, overlooking a river and surrounded by greenery.

20. Luxury in Bend, OR | Bunk Bed Room close to Nature

Luxury in Bend, OR | Bunk Bed Room close to Nature
Boyd Acres
9.0 out of 10, Wonderful, (56 reviews)
"Lovely stay!"
United States
John S.
The price is AU$268
includes taxes & fees
11 Oct - 12 Oct
Luxury in Bend, OR | Bunk Bed Room close to Nature
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Deschutes County Hotel Reviews

Riverhouse Lodge

Riverhouse Lodge

10/10 Excellent
"Can’t wait to go back!!!!"
Kendall 1-night trip
Posted 1 hour ago
Riverhouse Lodge

Find out more about Deschutes County

Everything you need to know about Deschutes County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Deschutes County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Deschutes County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Deschutes County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deschutes County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Deschutes County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Deschutes County holiday rentals we have chosen for you start as low as AU$229 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Deschutes County rentals

At Expedia, we put the best Deschutes County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Deschutes County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Deschutes County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Deschutes County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.